309956-78-3

  • Product Name:(R)-3-Boc-aminopiperidine
  • Molecular Formula:C10H20N2O2
  • Purity:99%
  • Molecular Weight:200.281
Inquiry

Product Details

pd_meltingpoint:121.0 to 125.0 °C

Manufacturer supply (R)-3-Boc-aminopiperidine 309956-78-3 with sufficient stock and high standard

  • Molecular Formula:C10H20N2O2
  • Molecular Weight:200.281
  • Vapor Pressure:0.000854mmHg at 25°C 
  • Melting Point:121.0 to 125.0 °C 
  • Refractive Index:1.479 
  • Boiling Point:304.8 °C at 760 mmHg 
  • PKA:12.37±0.20(Predicted) 
  • Flash Point:138.2 °C 
  • PSA:50.36000 
  • Density:1.02 g/cm3 
  • LogP:1.98280 

(R)-3-(Boc-Amino)piperidine(Cas 309956-78-3) Usage

Solubility in organics

Soluble in methanol and ethanol.

storage

Stable under recommended storage conditions. Incompatible with oxidizing agents.

Chemical Composition and Structure

White to off-white solid with specific optical activity. The chemical structure involves a Boc-protected amino group on the piperidine ring.

Category and Use

Originated as a synthetic intermediate in pharmaceutical research and development. Developed as a key component of antidiabetic medications like linagliptin. Common organic synthesis intermediate and medicinal chemistry intermediate. Primarily used for the synthesis of drug molecules and biologically active molecules, especially inhibitors of dipeptidyl peptidase-4 (DPP-4), such as alogliptin and linagliptin. Also a key synthetic intermediate for the drug molecule linagliptin tablets, which lower blood sugar. Inhibits DPP-4, an enzyme involved in glucose regulation, leading to lower blood sugar levels.

Production Methods

Two main process routes: one using d-glutamic acid as starting material and the other using 3-hydroxypiperidine. Each route involves several steps including esterification, reduction, and protection reactions.

InChI:InChI=1/C10H20N2O2/c1-10(2,3)14-9(13)12-8-5-4-6-11-7-8/h8,11H,4-7H2,1-3H3,(H,12,13)/t8-/m1/s1

309956-78-3 Relevant articles

Convenient synthesis of (R)-3-[(tert -Butoxycarbonyl)amino]piperidine and (R)-3-[(tert -Butoxycarbonyl)amino]azepane

Kadyrov, Renat,Tok, Oleg L.

, p. 3573 - 3577 (2021/07/25)

(R)-3-[(tert -Butoxycarbonyl)amino]piper...

Synthesis method of chiral 3-aminopiperidine and derivatives of 3-aminopiperidine

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Paragraph 0135-0136, (2019/09/17)

The invention relates to a synthesis met...

(R)- 3 - Boc - amino piperidine preparation method

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Paragraph 0064; 0065; 0066; 0067; 0068; 0069; 0070, (2018/04/03)

The invention discloses a preparation me...

Amino-protected (R) - 3-amino-piperidine preparation method

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Paragraph 0062-0064, (2017/03/18)

The invention discloses a preparation me...

309956-78-3 Process route

(R)-3-(tert-butoxycarbonylamino)piperidine-1-carboxylic acid benzyl ester
485820-12-0

(R)-3-(tert-butoxycarbonylamino)piperidine-1-carboxylic acid benzyl ester

(R)-piperidin-3-ylcarbamic acid tert-butyl ester
309956-78-3,172603-05-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
Conditions Yield
With palladium 10% on activated carbon; hydrogen; In methanol; water; at 35 - 40 ℃; for 2h; under 2250.23 - 3000.3 Torr; Time; Autoclave; Inert atmosphere;
95.4%
With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; for 168h; under 760.051 Torr;
92%
In ethanol;
tert-butyl (R)-(+)-(N-benzylpiperidin-3-yl)carbamate
454713-13-4,216854-24-9

tert-butyl (R)-(+)-(N-benzylpiperidin-3-yl)carbamate

(R)-piperidin-3-ylcarbamic acid tert-butyl ester
309956-78-3,172603-05-3

(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions
Conditions Yield
With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 - 25 ℃; for 20h; under 150015 Torr;
97%
With palladium 10% on activated carbon; hydrogen; In methanol; at 45 ℃; for 2h; under 1140.08 Torr;
85%
With hydrogen; 10% palladium on activated carbon; In metahnol; at 20 ℃; for 24h;

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